Oxazole derivatives, process for producing the same, and herbicide
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Claims
1. A compound of formula (I): ##STR63## wherein L represents a nitrogen atom, or a carbon atom;
- Z represents an oxygen atom, a sulfur atom, sulfinyl or sulfonyl;
- R.sub.1 and R.sub.2 represent each independently hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 haloalkoxy, C.sub.1 -C.sub.6 haloalkyl, C.sub.1 -C.sub.6 alkylamino, di-(C.sub.1 -C.sub.6 alkylamino), C.sub.1 -C.sub.6 alkylthio, halogen or cyano;
- R.sub.3 represents hydrogen, C.sub.1 -C.sub.6 alkyl, halogen, nitro, formyl or acyl;
- X represents hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 alkynyl, C.sub.1 -C.sub.6 haloalkyl, benzyl optionally substituted with halogen, C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkyl, nitro, cyano, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl)amino or C.sub.1 -C.sub.6 acyl; phenyl optionally substituted with halogen, C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkyl, nitro, cyano, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 a alkyl)amino or C.sub.1 -C.sub.6 acyl; C.sub.1 -C.sub.6 alkoxy C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkylthio C.sub.1 -C.sub.6 alkyl, phenoxy C.sub.1 -C.sub.6 alkyl, phenylthio C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkylsulfinyl C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkylsulfonyl C.sub.1 -C.sub.6 alkyl, phenylsulfonyl C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkylsulfonyl C.sub.1 -C.sub.6 alkyl, cyano, C.sub.1 -C.sub.6 alkyl, halogen, nitro, amino, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl) amino, acylamino, C.sub.1 -C.sub.6 alkylsulfonylamino, formyl, C.sub.1 -C.sub.6 acyl, cyano, carboxyl, hydroxyl, C.sub.1 -C.sub.6 alkoxycarbonyl, C.sub.1 -C.sub.6 alkylthiocarbonyl, C.sub.1 -C.sub.6 acyl C.sub.1 -C.sub.6 alkoxymoyl, C.sub.1 -C.sub.6 acylimidoyl, carbamoyl, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 alkynyloxy, C.sub.1 -C.sub.6 alkoxy C.sub.1 -C.sub.6 alkoxy, halo C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylthio C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylsulfonyloxy, halo C.sub.1 -C.sub.6 alkylsulfonyloxy, C.sub.1 -C.sub.6 alkoxy substituted with C.sub.1 -C.sub.6 alkoxycarbonyl, thiol, C.sub.1 -C.sub.6 alkylthio, C.sub.1 -C.sub.6 alkylsulfonyl, C.sub.2 -C.sub.6 alkenylthio, C.sub.3 -C.sub.6 alkynylthio, acyloxy, carbamoyloxy, thiocarbamoyloxy, benzyloxy, phenoxy optionally substituted with halogen, C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkyl, nitro, cyano, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl)amino or C.sub.1 -C.sub.6 acyl; phenylthio optionally substituted with halogen, C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkyl, nitro, cyano, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl)amino or C.sub.1 -C.sub.6 acyl; phenylsulfonyloxy optionally substituted with halogen, C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkyl, nitro, cyano, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl)amino or C.sub.1 -C.sub.6 acyl; benzoyloxy optionally substituted with halogen, C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkyl, nitro, cyano, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkylamino) or C.sub.1 -C.sub.6 acyl; phenylsulfonyl, benzoyl, hydroxymoyl, hydroxy C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkylsulfonyloxy, carbohydrazoyl;
- Y represents hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.3 -C.sub.6 alkynyl, C.sub.1 -C.sub.6 haloalkyl, benzyl optionally substituted with halogen, C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkyl, nitro, cyano, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl)amino or C.sub.1 -C.sub.6 acyl; phenyl optionally substituted with halogen, C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkyl, nitro, cyano, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl)amino or C.sub.1 -C.sub.6 acyl; C.sub.1 -C.sub.6 alkoxy C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkylthio C.sub.1 -C.sub.6 alkyl, phenoxy C.sub.1 -C.sub.6 alkyl, phenylthio C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkylsulfinyl C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkylsulfonyl C.sub.1 -C.sub.6 alkyl, phenylsulfonyl C.sub.1 -C.sub.6 alkyl, cyano C.sub.1 -C.sub.6 alkyl, halogen, nitro, amino, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl)amino, acylamino, C.sub.1 -C.sub.6 alkylsulfonylamino, formyl, C.sub.1 -C.sub.6 acyl, cyano, carboxyl, hydroxyl, C.sub.1 -C.sub.6 alkoxycarbonyl, C.sub.1 -C.sub.6 alkylthiocarbonyl, C.sub.1 -C.sub.6 acyl C.sub.1 -C.sub.6 alkoxymoyl, C.sub.1 -C.sub.6 acylimidoyl, carbamoyl, C.sub.1 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkoxy, C.sub.2 -C.sub.6 alkenyloxy, C.sub.3 -C.sub.6 alkynyloxy, C.sub.1 -C.sub.6 alkoxy C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylthio C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylsulfonyl C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkoxy substituted with C.sub.1 -C.sub.6 alkoxycarbonyl, C.sub.1 -C.sub.6 alkylsulfonyloxy, thiol, C.sub.1 -C.sub.6 alkylthio, C.sub.1 -C.sub.6 alkylsulfonyl, C.sub.2 -C.sub.6 alkenylthio, C.sub.3 -C.sub.6 alkynylthio, acyloxy, carbamoyloxy, thiocarbamoyloxy, benzyloxy optionally substituted with halogen, C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkyl, nitro, cyano, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl) amino or C.sub.1 -C.sub.6 acyl; phenoxy optionally substituted with halogen, C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkyl, nitro, cyano, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl)amino or C.sub.1 -C.sub.6 acyl; phenylthio optionally substituted with halogen, C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkyl, nitro, cyano, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl)amino or C.sub.1 -C.sub.6 acyl; phenylsulfonyloxy, benzoyloxy optionally substituted with halogen, C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkyl, nitro, cyano, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl)amino or C.sub.1 -C.sub.6 acyl; phenylsulfonyl optionally substituted with halogen, C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkyl, nitro, cyano, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 alkylamino, di(C.sub.1 -C.sub.6 alkyl)amino or C.sub.1 -C.sub.6 acyl; C.sub.1 -C.sub.6 alkyl, hydroxy C.sub.1 -C.sub.6 alkyl, halo C.sub.1 -C.sub.6 alkylsulfonyloxy, carbohydrazoyl or benzoyl;
- m represents an integer of 1 or 2, and n represents an integer of 1, 2, 3 or 4, and the salts thereof.
Referenced Cited
Foreign Patent Documents
63-502511 | September 1988 | JPX |
Patent History
Patent number: 5962685
Type: Grant
Filed: Jan 28, 1997
Date of Patent: Oct 5, 1999
Assignee: Nippon Soda Co., Ltd. (Tokyo)
Inventors: Akiyoshi Ueda (Kanagawa), Yasuyuki Miyazawa (Kanagawa), Yoshihiko Hara (Ooiso-machi), Masami Koguchi (Kanagawa), Akihiro Takahashi (Ohimachi), Takashi Kawana (Kanagawa)
Primary Examiner: John M. Ford
Attorneys: Joseph C. Mason, Jr., Dennis G. LaPointe
Application Number: 8/750,932
Type: Grant
Filed: Jan 28, 1997
Date of Patent: Oct 5, 1999
Assignee: Nippon Soda Co., Ltd. (Tokyo)
Inventors: Akiyoshi Ueda (Kanagawa), Yasuyuki Miyazawa (Kanagawa), Yoshihiko Hara (Ooiso-machi), Masami Koguchi (Kanagawa), Akihiro Takahashi (Ohimachi), Takashi Kawana (Kanagawa)
Primary Examiner: John M. Ford
Attorneys: Joseph C. Mason, Jr., Dennis G. LaPointe
Application Number: 8/750,932
Classifications
Current U.S. Class:
Additional Hetero Ring Which Is Unsaturated (544/300);
Additional Hetero Ring Which Is Unsaturated (544/310);
Nitrogen Attached Directly Or Indirectly To The Diazine Ring By Nonionic Bonding (544/316);
The Nitrogen Is Bonded Directly At 4- Or 6-position (544/317)
International Classification: C07D23956; C07D41314; C07D41310;
International Classification: C07D23956; C07D41314; C07D41310;